Lot numbers can be found on the outside label of a product:
4-Bromo-1-naphthonitrile
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CAS No. 92616-49-4
- Cat. No. CS-W020623
- Purity≥98%
- MDL No.MFCD17012445
*For research and further manufacturing use only, not for direct human use.
Structure of 92616-49-4
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General Information
- CAS No. 92616-49-4
- Cat. No. CS-W020623
- Purity ≥98%
- MDL No. MFCD17012445
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₆BrN
- Molecular Weight 232.08
- Synonym(s) 4-Bromonaphthalene-1-carbonitrile
- SMILES BrC1=CC=C(C#N)C2=C1C=CC=C2
Description
4-Bromo-1-naphthonitrile features a naphthalene core functionalized with a bromine atom at the 4-position and a nitrile group at the 1-position, enabling direct incorporation into cross-coupling reactions. The electron-deficient aromatic system enhances reactivity in palladium-catalyzed transformations, while the nitrile moiety serves as a handle for downstream derivatization. This compound exhibits excellent stability under standard bench conditions and is compatible with a range of synthetic methodologies.
Application
4-Bromo-1-naphthonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized naphthalene scaffolds. The bromo and cyano groups provide orthogonal reactivity for palladium-catalyzed cross-coupling and nucleophilic transformations, respectively. Its bench-stable nature and compatibility with standard reaction conditions facilitate straightforward purification and integration into multi-step syntheses of heterocyclic compounds and advanced intermediates.
Synthesis
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Route1
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544-92-3 -
151-50-8
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94098-92-7
- ~%
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In-stock
92616-49-4
References
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WO2007/87488 A2, ; Page/Page column 24 ;
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Route2
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In-stock
58728-64-6 -
7787-70-4 - ~%
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In-stock
92616-49-4
References
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US2004/122001 A1, ; US 20040122001 A1
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Route3
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In-stock
83-53-4 -
544-92-3
- ~67%
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In-stock
92616-49-4
References
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Cakmak, Osman; Kahveci, Ismail; Demirtas, Ibrahim; Hoekelek, Tuncer; Smith, Keith Collection of Czechoslovak Chemical Communications, 2000 , vol. 65, # 11 p. 1791 - 1804
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 23.79
- LogP 3.47398
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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